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Triacetoxyperiodinane → HCID 86635909, 화합물

HRID 561783
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HRID 561783 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][CH3:11])=[CH:4][C:3]=1[CH2:12][OH:13].CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][O:10][CH3:11])=[CH:4][C:3]=1[CH:12]=[O:13]
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참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 66761660HCID 66761660, 화합물

생성물 1

HCID 86635909HCID 86635909, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of [2-chloro-5-(2-methoxyethyl)phenyl]methanol from the previous step (I eq.) in CH2Cl2 (0.4 M) was added Dess-Martin periodinane (1.2 eq.) portionwise. The resulting suspension was stirred at RT for 2 h. The reaction was quenched with sat. aq. NaHCO3 and sat. aq. NaHSO3. The biphasic mixture was allowed to stir at RT for 20 min before it was extracted with CH2Cl2. The combined organic extracts were washed with brine, dried over MgSO4 and filtered. Concentration of the filtrate in vacuo afforded a colorless oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, Hex→9:1 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.

후처리

  1. customThe reaction was quenched with sat. aq. NaHCO3 and sat. aq. NaHSO3
  2. stirringto stir at RT for 20 min before it
  3. extractionwas extracted with CH2Cl2
  4. washThe combined organic extracts were washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customConcentration of the filtrate in vacuo afforded a colorless oil
  8. customPurification of the crude product
  9. customthus obtained by way of flash chromatography (SiO2, Hex→9:1 (v/v) Hex:EtOAc)

출처 및 근거

ORD 기록
ord-0ad744cab55542d8843b2214dd4c64cf
출처 데이터셋
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08063105B2

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